NP-MRD: Showing NP-Card for (7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one (NP0182219)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-03 20:51:44 UTC

Updated at

2022-09-03 20:51:44 UTC

NP-MRD ID

NP0182219

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Description

Bafilomycin J belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. It was first documented in 2012 (PMID: 22999097). Based on a literature review a significant number of articles have been published on Bafilomycin J (PMID: 34601575) (PMID: 32784408) (PMID: 32075509) (PMID: 30701092) (PMID: 30307767) (PMID: 30094371).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032222512D          

 44 45  0  0  1  0            999 V2000
    1.9370   -0.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.7668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -1.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7495   -1.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0923   -0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744   -1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8441   -2.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1869   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4691   -2.3398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9388   -2.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2815   -2.4831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8118   -1.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5637   -3.2583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3762   -3.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -3.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209   -3.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370   -3.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6906   -4.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8782   -4.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479   -4.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5960   -3.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -2.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835   -3.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014   -2.5420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6889   -2.3988    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4067   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586   -3.0308    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4408   -3.8060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0640   -2.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -3.5195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -3.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -4.7570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2448   -5.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -4.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -5.1695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1842   -5.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -4.7570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6131   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -4.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6131   -5.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -3.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 19 17  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 30  1  1  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 40 44  1  0  0  0  0
 32 44  1  0  0  0  0
M  END

     RDKit          3D

104105  0  0  0  0  0  0  0  0999 V2000
   -0.7339    3.2840    0.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3420    2.0129    1.1991 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8228    1.6086    0.4851 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8737    1.5186    1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9261    2.2934    1.6687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701    3.4012    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180    3.3868   -0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470    4.7087   -1.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2356    2.1637   -1.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2691    1.3835   -0.2794 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5544    2.2239   -0.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4478    0.0228   -0.8618 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5716   -0.1817   -1.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5707   -1.0613    0.1533 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5023   -2.4403   -0.3987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9597   -0.8627    1.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9260   -1.3979    2.0625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590   -0.9427    3.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9753   -2.4010    1.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243   -2.5256    0.5623 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -3.8188    0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0699   -1.6991   -0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3743   -2.2843   -1.7373 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525   -0.4009   -0.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5466    0.2734   -0.2077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5299    0.5023   -1.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1337    1.2980   -2.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2037   -0.6717   -1.8328 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2001   -1.4640   -2.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -1.6425   -1.0165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3135   -2.8725   -1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173   -1.2355   -0.2436 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5818   -2.3280    0.5595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0303   -0.0714    0.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2911   -0.1790    1.5728 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2718    0.7297    2.5974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3180    0.0709    3.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4503    0.0480    0.5915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6658    0.1830    1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4184   -1.0985   -0.3592 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4998   -1.0965   -1.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8919   -1.2210   -0.8974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3077    0.0485   -2.3917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142   -0.9796   -1.0914 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6571    3.5929    1.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9781    3.4384   -0.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    3.9900    1.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0159    2.4246   -0.2108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7131    0.7073    2.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6079    2.1189    2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0743    4.4268    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4006    5.5026   -0.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0860    5.0259   -0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    4.5542   -2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7669    2.4343   -2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    1.5090   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184    1.3993    0.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5974    2.9947    0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4559    1.5475   -0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6054    2.7169   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4515    0.0904   -1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8774    0.2123   -2.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7180   -0.9952    0.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1310   -3.1455    0.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5540   -2.7925   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9196   -2.6139   -1.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4988   -0.0766    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0557   -1.5915    4.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767    0.0805    3.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7683   -1.0326    4.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8055   -3.2759    2.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -3.6864    1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1314   -4.1093   -0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -4.6457    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0116   -0.3477    0.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2701    1.2295   -0.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6041    1.9405   -2.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9658    1.9009   -2.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663    0.5054   -3.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8428   -0.2861   -2.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3229   -1.4333   -3.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1941   -2.0908   -0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2790   -2.6588   -2.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4009   -3.7356   -1.2253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797   -3.0176   -2.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8061   -3.0981    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1388   -0.0472    1.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134    0.8747    0.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3451   -1.2307    1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4044   -0.5946    3.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2201    0.7800    4.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2384   -0.5151    3.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1822    0.9923    0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7932   -0.7317    2.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3985    0.9848    2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5637    0.5724    0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4932   -2.0257    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3052   -2.0380   -2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4953   -0.3007   -1.0299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4864   -1.9991   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8774   -1.6207    0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6930   -0.2901   -3.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8197    0.9653   -2.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2149    0.2290   -2.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 35  1  0
 35 34  1  0
 34 32  1  0
 32 33  1  1
 32 44  1  0
 44 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  1  0
 40 38  1  0
 38 39  1  0
 32 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  2  0
 22 20  1  0
 20 21  1  0
 20 19  2  0
 19 17  1  0
 17 18  1  0
 17 16  2  0
 16 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 38 35  1  0
  3 25  1  0
 37 90  1  0
 37 91  1  0
 37 92  1  0
 35 89  1  1
 34 87  1  0
 34 88  1  0
 33 86  1  0
 40 97  1  1
 41 98  1  0
 42 99  1  0
 42100  1  0
 42101  1  0
 43102  1  0
 43103  1  0
 43104  1  0
 38 93  1  6
 39 94  1  0
 39 95  1  0
 39 96  1  0
 30 82  1  1
 31 83  1  0
 31 84  1  0
 31 85  1  0
 28 80  1  6
 29 81  1  0
 26 76  1  1
 27 77  1  0
 27 78  1  0
 27 79  1  0
 25 75  1  1
 21 72  1  0
 21 73  1  0
 21 74  1  0
 19 71  1  0
 18 68  1  0
 18 69  1  0
 18 70  1  0
 16 67  1  0
 14 63  1  1
 15 64  1  0
 15 65  1  0
 15 66  1  0
 12 61  1  6
 13 62  1  0
 10 57  1  1
 11 58  1  0
 11 59  1  0
 11 60  1  0
  9 55  1  0
  9 56  1  0
  8 52  1  0
  8 53  1  0
  8 54  1  0
  6 51  1  0
  5 50  1  0
  4 49  1  0
  3 48  1  6
  1 45  1  0
  1 46  1  0
  1 47  1  0
M  END


  Mrv1652309032222512D          

 44 45  0  0  1  0            999 V2000
    1.9370   -0.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.7668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -1.9100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7495   -1.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0923   -0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3744   -1.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8441   -2.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1869   -1.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4691   -2.3398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9388   -2.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2815   -2.4831    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8118   -1.8511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5637   -3.2583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3762   -3.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0334   -3.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2209   -3.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370   -3.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6906   -4.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8782   -4.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3479   -4.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5960   -3.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -2.8286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835   -3.3173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014   -2.5420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6889   -2.3988    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4067   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586   -3.0308    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4408   -3.8060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3461   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0640   -2.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -3.5195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -3.9320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -4.7570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2448   -5.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592   -4.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -5.1695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1842   -5.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -4.7570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6131   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3276   -4.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6131   -5.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8986   -3.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  4  0  0  0
 19 17  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 30  1  1  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 40 44  1  0  0  0  0
 32 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182219

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C[C@@](O)(O[C@H](C(C)C)[C@H]1C)[C@@H](C)[C@H](O)[C@H](C)[C@H]1OC(=O)C(C)=CC(C)=C[C@@H](C)[C@@H](O)[C@@H](C)CC(C)=CC=C[C@@H]1OC

> <INCHI_IDENTIFIER>
InChI=1S/C36H60O8/c1-20(2)33-26(8)30(42-12)19-36(40,44-33)28(10)32(38)27(9)34-29(41-11)15-13-14-21(3)16-23(5)31(37)24(6)17-22(4)18-25(7)35(39)43-34/h13-15,17-18,20,23-24,26-34,37-38,40H,16,19H2,1-12H3/t23-,24+,26-,27-,28-,29-,30+,31-,32+,33+,34+,36+/m0/s1

> <INCHI_KEY>
PHNJREQYDLKYEB-PBJZSJAHSA-N

> <FORMULA>
C36H60O8

> <MOLECULAR_WEIGHT>
620.868

> <EXACT_MASS>
620.428818892

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
70.55425586571384

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7R,8S,9S,15S,16R)-8-hydroxy-16-[(2S,3R,4S)-3-hydroxy-4-[(2R,4R,5S,6R)-2-hydroxy-4-methoxy-5-methyl-6-(propan-2-yl)oxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

> <JCHEM_LOGP>
6.526030208

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.561376207318045

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.689402116144938

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7342564385921572

> <JCHEM_POLAR_SURFACE_AREA>
114.68000000000002

> <JCHEM_REFRACTIVITY>
176.91790000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(7R,8S,9S,15S,16R)-8-hydroxy-16-[(2S,3R,4S)-3-hydroxy-4-[(2R,4R,5S,6R)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       3.616  -1.851   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.142  -3.298   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.659  -3.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.132  -2.118   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.122  -0.939   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.639  -1.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.166  -2.653   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.176  -3.833   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.682  -2.921   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.209  -4.368   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.219  -5.547   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.726  -4.635   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.715  -3.455   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      12.252  -6.082   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.769  -6.350   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.262  -7.262   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.746  -6.995   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.469  -6.133   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.756  -8.174   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.239  -7.907   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.249  -9.087   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.713  -6.460   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.702  -5.280   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.196  -6.192   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.669  -4.745   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.153  -4.478   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.626  -3.031   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.163  -5.657   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.689  -7.105   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.646  -5.390   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.119  -3.943   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.344  -6.570   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.990  -7.340   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.990  -8.880   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.324  -9.650   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       3.657  -8.880   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.344  -9.650   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.344 -11.190   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.677  -8.880   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.011  -9.650   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.345  -8.880   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.011 -11.190   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -1.677  -7.340   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24    3   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34   44                                             
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   44                                                  
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   40   32                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₆₀O₈

Average Mass

620.8680 Da

Monoisotopic Mass

620.42882 Da

IUPAC Name

(7R,8S,9S,15S,16R)-8-hydroxy-16-[(2S,3R,4S)-3-hydroxy-4-[(2R,4R,5S,6R)-2-hydroxy-4-methoxy-5-methyl-6-(propan-2-yl)oxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

Traditional Name

(7R,8S,9S,15S,16R)-8-hydroxy-16-[(2S,3R,4S)-3-hydroxy-4-[(2R,4R,5S,6R)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C[C@@](O)(O[C@H](C(C)C)[C@H]1C)[C@@H](C)[C@H](O)[C@H](C)[C@H]1OC(=O)C(C)=CC(C)=C[C@@H](C)[C@@H](O)[C@@H](C)CC(C)=CC=C[C@@H]1OC

InChI Identifier

InChI=1S/C36H60O8/c1-20(2)33-26(8)30(42-12)19-36(40,44-33)28(10)32(38)27(9)34-29(41-11)15-13-14-21(3)16-23(5)31(37)24(6)17-22(4)18-25(7)35(39)43-34/h13-15,17-18,20,23-24,26-34,37-38,40H,16,19H2,1-12H3/t23-,24+,26-,27-,28-,29-,30+,31-,32+,33+,34+,36+/m0/s1

InChI Key

PHNJREQYDLKYEB-PBJZSJAHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.53	ChemAxon
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	-0.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	114.68 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	176.92 m³·mol⁻¹	ChemAxon
Polarizability	70.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583355

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liras P, Martin JF: Streptomyces clavuligerus: The Omics Era. J Ind Microbiol Biotechnol. 2021 Dec 23;48(9-10):kuab072. doi: 10.1093/jimb/kuab072. [PubMed:34601575 ]
Kubo Y, Yamada M, Konakawa S, Akanuma SI, Hosoya KI: Uptake Study in Lysosome-Enriched Fraction: Critical Involvement of Lysosomal Trapping in Quinacrine Uptake but Not Fluorescence-Labeled Verapamil Transport at Blood-Retinal Barrier. Pharmaceutics. 2020 Aug 8;12(8):747. doi: 10.3390/pharmaceutics12080747. [PubMed:32784408 ]
Benito-Cuesta I, Ordonez-Gutierrez L, Wandosell F: AMPK activation does not enhance autophagy in neurons in contrast to MTORC1 inhibition: different impact on beta-amyloid clearance. Autophagy. 2021 Mar;17(3):656-671. doi: 10.1080/15548627.2020.1728095. Epub 2020 Feb 20. [PubMed:32075509 ]
Bleloch JS, du Toit A, Gibhard L, Kimani S, Ballim RD, Lee M, Blanckenberg A, Mapolie S, Wiesner L, Loos B, Prince S: The palladacycle complex AJ-5 induces apoptotic cell death while reducing autophagic flux in rhabdomyosarcoma cells. Cell Death Discov. 2019 Jan 28;5:60. doi: 10.1038/s41420-019-0139-9. eCollection 2019. [PubMed:30701092 ]
Lim SW, Shin YJ, Luo K, Quan Y, Ko EJ, Chung BH, Yang CW: Effect of Klotho on autophagy clearance in tacrolimus-induced renal injury. FASEB J. 2019 Feb;33(2):2694-2706. doi: 10.1096/fj.201800751R. Epub 2018 Oct 11. [PubMed:30307767 ]
Schuchman RM, Vancini R, Piper A, Breuer D, Ribeiro M, Ferreira D, Magliocca J, Emmerich V, Hernandez R, Brown DT: Role of the vacuolar ATPase in the Alphavirus replication cycle. Heliyon. 2018 Jul 25;4(7):e00701. doi: 10.1016/j.heliyon.2018.e00701. eCollection 2018 Jul. [PubMed:30094371 ]
Wang CY, Hong YH, Syu JS, Tsai YC, Liu XY, Chen TY, Su YM, Kuo PL, Lin YM, Teng YN: LRWD1 Regulates Microtubule Nucleation and Proper Cell Cycle Progression in the Human Testicular Embryonic Carcinoma Cells. J Cell Biochem. 2018 Jan;119(1):314-326. doi: 10.1002/jcb.26180. Epub 2017 Jun 27. [PubMed:28569402 ]
Bhattarai G, Poudel SB, Kook SH, Lee JC: Anti-inflammatory, anti-osteoclastic, and antioxidant activities of genistein protect against alveolar bone loss and periodontal tissue degradation in a mouse model of periodontitis. J Biomed Mater Res A. 2017 Sep;105(9):2510-2521. doi: 10.1002/jbm.a.36109. Epub 2017 Jun 6. [PubMed:28509410 ]
Liu J, Liu T, Mou H, Jia S, Huang C, Yan S, Lin J, Luo Y, Zhang J: An Isoquinolin-1(2H)-Imine Derivative Induces Cell Death via Generation of Reactive Oxygen Species and Activation of JNK in Human A549 Cancer Cells. J Cell Biochem. 2017 Dec;118(12):4394-4403. doi: 10.1002/jcb.26093. Epub 2017 May 31. [PubMed:28444898 ]
Wang Y, Qin X, Paudel HK: Amyloid beta peptide promotes lysosomal degradation of clusterin via sortilin in hippocampal primary neurons. Neurobiol Dis. 2017 Jul;103:78-88. doi: 10.1016/j.nbd.2017.04.003. Epub 2017 Apr 8. [PubMed:28396259 ]
Singh A, Chagtoo M, Tiwari S, George N, Chakravarti B, Khan S, Lakshmi S, Godbole MM: Inhibition of Inositol 1, 4, 5-Trisphosphate Receptor Induce Breast Cancer Cell Death Through Deregulated Autophagy and Cellular Bioenergetics. J Cell Biochem. 2017 Aug;118(8):2333-2346. doi: 10.1002/jcb.25891. Epub 2017 Apr 25. [PubMed:28106298 ]
Moosavi MA, Sharifi M, Ghafary SM, Mohammadalipour Z, Khataee A, Rahmati M, Hajjaran S, Los MJ, Klonisch T, Ghavami S: Photodynamic N-TiO(2) Nanoparticle Treatment Induces Controlled ROS-mediated Autophagy and Terminal Differentiation of Leukemia Cells. Sci Rep. 2016 Oct 4;6:34413. doi: 10.1038/srep34413. [PubMed:27698385 ]
Loos B, du Toit A, Hofmeyr JH: Defining and measuring autophagosome flux-concept and reality. Autophagy. 2014;10(11):2087-96. doi: 10.4161/15548627.2014.973338. [PubMed:25484088 ]
Bengali Z, Satheshkumar PS, Moss B: Orthopoxvirus species and strain differences in cell entry. Virology. 2012 Nov 25;433(2):506-12. doi: 10.1016/j.virol.2012.08.044. Epub 2012 Sep 20. [PubMed:22999097 ]
Du Z, Wan L, Yan Q, Weinbaum S, Weinstein AM, Wang T: Regulation of glomerulotubular balance: II: impact of angiotensin II on flow-dependent transport. Am J Physiol Renal Physiol. 2012 Dec 1;303(11):F1507-16. doi: 10.1152/ajprenal.00277.2012. Epub 2012 Sep 5. [PubMed:22952281 ]
LOTUS database [Link]

Showing NP-Card for (7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one (NP0182219)

MOL for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

3D MOL for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

3D SDF for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

3D-SDF for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

PDB for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

3D PDB for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

SMILES for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

INCHI for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

Structure for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)

3D Structure for NP0182219 ((7r,8s,9s,15s,16r)-8-hydroxy-16-[(2s,3r,4s)-3-hydroxy-4-[(2r,4r,5s,6r)-2-hydroxy-6-isopropyl-4-methoxy-5-methyloxan-2-yl]pentan-2-yl]-15-methoxy-3,5,7,9,11-pentamethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one)